Electrophotographic photosensitive member, production method for electrophotographic photosensitive member, process cartridge and electrophotographic apparatus, and particle having compound adsorbed thereto

Patent metadata

Field	Value
Publication number	US-9244369-B2
Application number	US-201314043530-A
Country	US
Kind code	B2
Filing date	Oct 1, 2013
Priority date	Oct 12, 2012
Publication date	Jan 26, 2016
Grant date	Jan 26, 2016

Abstract

Provided is an electrophotographic photosensitive member including a surface layer containing particles which include: silica particles; and a compound-A adsorbed to each of the silica particles, in which the silica particles have a volume average particle diameter of 0.1 μm or more and 4 μm or less, and a specific surface area of 400 m 2 /g or more and 1000 m 2 /g or less, the compound-A is a tertiary amine compound and/or a urea compound, and the compound-A has a molecular weight of 150 or more and 550 or less.

First claim

What is claimed is:

1. An electrophotographic photosensitive member comprising:
an electrically conductive support; and
a photosensitive layer formed on the support;
wherein a surface layer of the electrophotographic photosensitive member comprises particles which comprise:
silica particles; and
a compound-A adsorbed to each of the silica particles,

the silica particles have a volume average particle diameter of 0.1 μm or more and 4 μm or less, and a specific surface area of 400 m 2 /g or more and 1000 m 2 /g or less,
the compound-A is at least one selected from the group consisting of a tertiary amine compound and a urea compound, and
the compound-A has a molecular weight of 150 or more and 550 or less.

2. The electrophotographic photosensitive member according to claim 1 , wherein the compound-A is a tertiary amine compound having a molecular weight of 150 or more and 550 or less.

3. The electrophotographic photosensitive member according to claim 1 , wherein the tertiary amine compound is a compound represented by the following structural formula (1):

in the structural formula (1), R 1 to R 3 each independently represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a monovalent group represented by the following structural formula (2) or (3):

in the structural formulae (2) and (3), R 4 and R 5 each independently represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and R 6 represents a substituted or unsubstituted alkylene group, a substituted or unsubstituted alkylene group, or a divalent group produced by combining the substituted or substituted alkylene group and the substituted or unsubstituted arylene group.

4. The electrophotographic photosensitive member according to claim 1 , wherein the compound-A is a urea compound having a molecular weight of 150 or more and 550 or less.

5. The electrophotographic photosensitive member according to claim 1 , wherein the urea compound is a compound represented by the following structural formula (4):

in the structural formula (4), R 11 and R 12 each independently represent an alkyl group, and Ar 1 and Ar 2 each independently represent a substituted or unsubstituted aryl group.

6. The electrophotographic photosensitive member according to claim 1 , wherein the urea compound is a compound represented by the following structural formula (5):

in the structural formula (5), R 13 to R 16 each independently represent an alkyl group, Ar 3 and Ar 4 each independently represent a substituted or unsubstituted aryl group, and Ar 5 represents a substituted or unsubstituted arylene group.

7. The electrophotographic photosensitive member according to claim 6 , wherein the Ar 3 and the Ar 4 each represent a substituted or unsubstituted phenyl group, the Ar 5 represents a phenylene group, and the R 13 to the R 16 each represent a methyl group.

8. The electrophotographic photosensitive member according to claim 1 , wherein the silica particles have a specific surface area of 550 m 2 /g or more and 1000 m 2 /g or less.

9. The electrophotographic photosensitive member according to claim 1 , wherein the silica particles have pores and an average pore diameter of 5 nm or less.

10. The electrophotographic photosensitive member according to claim 1 , wherein the compound-A is adsorbed to each of the silica particles in an amount of 10% by mass or more and 50% by mass or less based on 100 parts by mass of the particles which include the silica particles and the compound-A adsorbed to each of the silica particles.

11. A process cartridge detachably mountable to a main body of an electrophotographic apparatus, wherein the process cartridge integrally supports: the electrophotographic photosensitive member according to claim 1 ; and at least one device selected from the group consisting of a charging device, a developing device, a transferring device, and a cleaning device.

12. An electrophotographic apparatus, comprising: the electrophotographic photosensitive member according to claim 1 ; a charging device; an image exposing device; a developing device; and a transferring device.

13. A particle comprising:
a silica particle; and
a compound-A adsorbed to the silica particle, wherein
the silica particle has a volume average particle diameter of 0.1 μm or more and 4 μm or less, and a specific surface area of 400 m 2 /g or more and 1000 m 2 /g or less,
the compound-A is at least one selected from the group consisting of a tertiary amine compound represented by the following formula (1) and a urea compound,

in the structural formula (1), R 1 to R 3 each independently represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a monovalent group represented by the following structural formula (2) or (3):

in the structural formulae (2) and (3), R 4 and R 5 each independently represent a substituted or unsbustituted alkyl group or a substituted or unsubstituted aryl group, and R 6 represents a substituted or unsusbstituted alkylene group, a substituted or unssubstituted arylene group, or a divalent group produced by combining the substituted or unsubstituted alkylene group and the substituted or unsubstituted arylene group,
wherein the substituted alkyl group has an alkoxy group, a halogen group, or an aryl group as a substitutent, and substituted aryl group has an alkyl group, an alkoxy group, an alkylamino group, or a halogen group as a substitutent, and
the compound-A has a molecular weight of 150 or more and 550 or less.

14. A production method for an electrophotographic photosensitive member comprising an electrically conductive support and a photosensitive layer formed on the support,
the production method comprising:
obtaining particles which include silica particles and a compound-A adsorbed to each of the silica particles by mixing the silica particles and the compound-A in asolvent followed by milling;
preparing a surface-layer coating liquid containing the particles which include the silica particles and the compound-A adsorbed to each of the silica particles;
forming a coat of the surface-layer coating liquid; and
forming a surface layer of the electrophotographic photosensitive member by drying the coat, wherein
the silica particles have a volume average particle diameter of 0.1 μm or more and 4 μm or less, and a specific surface area of 400 m 2 /g or more and 1000 m 2 /g or less,
the compound-A is at least one selected from the group consisting of a tertiary amine compound and a urea compound, and
the compound-A has a molecular weight of 150 or more and 550 or less.

15. The electrophotographic photosensitive member according to claim 3 , wherein the substituted alkyl group has an alkoxy group, a halogen group, or an aryl group as a substitutent, and the substituted aryl group has an alkyl group, an alkoxy group, an alkylamino group, or a halogen group a

Assignees

• Canon Kk

Inventors

• Tanaka Masato
• Nonaka Masaki

Classifications

• G03G5/0525

  Coating methods · CPC title

• G03G5/14708 Primary

  comprising organic material · CPC title

• G03G5/0507

  Inorganic compounds · CPC title

• G03G5/14704

  comprising inorganic material · CPC title

• Y10T428/2982

  Particulate matter [e.g., sphere, flake, etc.] · CPC title